2-chloro-5-nitro-N-(4-sulfamoylphenylcarbamothioyl)benzamide

ID: ALA2298025

PubChem CID: 72194625

Max Phase: Preclinical

Molecular Formula: C14H11ClN4O5S2

Molecular Weight: 414.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(NC(=S)NC(=O)c2cc([N+](=O)[O-])ccc2Cl)cc1

Standard InChI:  InChI=1S/C14H11ClN4O5S2/c15-12-6-3-9(19(21)22)7-11(12)13(20)18-14(25)17-8-1-4-10(5-2-8)26(16,23)24/h1-7H,(H2,16,23,24)(H2,17,18,20,25)

Standard InChI Key:  KZTQXHJTRKKEEJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   32.4510  -13.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4498  -14.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1579  -14.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8675  -14.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8647  -13.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1561  -12.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5709  -12.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2801  -13.2766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5678  -12.0535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.9863  -12.8653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6955  -13.2712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9832  -12.0481    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.4017  -12.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1069  -13.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8126  -12.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8100  -12.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0958  -11.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3930  -12.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5156  -11.6268    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.2254  -12.0318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1014  -10.9165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9186  -10.9165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1537  -12.0595    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.1597  -15.3358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8673  -15.7445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4519  -15.7442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 19 22  2  0
  6 23  1  0
 24 25  2  0
 24 26  1  0
  3 24  1  0
M  CHG  2  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2298025

   2-chloro-5-nitro-N-[(4-sulfamoylphenyl)carbamothioyl]benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 414.85

Molecular Weight (Monoisotopic): 413.9859

AlogP: 2.02

#Rotatable Bonds: 4

Polar Surface Area: 144.43

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.88

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.39

Np Likeness Score: -2.54

References

1. Saeed A, Zaib S, Pervez A, Mumtaz A, Shahid M, Iqbal J.  (2013)  Synthesis, molecular docking studies, and in vitro screening of sulfanilamide-thiourea hybrids as antimicrobial and urease inhibitors,  22  (8): [10.1007/s00044-012-0376-4]

Source

Source(1):

• Scientific Literature